Data · dataset · 2026
Enantioconvergent Deoxygenative Amination via Xanthate Esters by a Decarboxylative Relay
Listed in ZivaHub and Deakin Research Online and DMU Figshare — shown once because both records carry DOI 10.1021/jacs.6c15980.s001
The direct conversion of alcohols to amines through deoxygenative radical pathways can provide a versatile strategy for constructing C(sp<sup>3</sup>)–N bonds from simple and abundant precursors, yet catalytic enantioconvergent variants remain undeveloped.
Description
We report herein a previously unexplored enantioconvergent deoxygenative amination that proceeds by radical activation of alcohol-derived xanthates via a decarboxylative radical relay process.
This transformation is enabled by the merger of acridine photocatalysis, which mediates radical generation, and chiral cobalt(salen) catalysis, which mediates asymmetric radical–polar crossover, producing α-chiral benzylic amines under mild conditions. The method provides efficient access to medicinally relevant amine scaffolds with high enantioselectivity. Mechanistic studies revealed a radical gating manifold in which the cobalt catalyst selectively mediates the C–N coupling with the benzylic radical in preference to a competing decarboxylative amination pathway.
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Computational investigations further elucidated the structural and electronic factors governing xanthate activation, C–O bond homolysis, and the enantioselective radical gating by the cobalt catalyst. Together, these findings establish a mechanistically distinct platform for asymmetric deoxygenative C–N bond formation and highlight the broader potential of cobalt-catalyzed radical gating based on the radical–polar crossover in the development of enantioconvergent radical relay transformations.
Links
Where it is published
- DOI doi.org/10.1021/jacs.6c15980.s001 ↗
DOI / persistent id · from zivahub uct ac za
Catalogue records · 1
- OAI-PMH record api.figshare.com/v2/oai?verb=GetRecord&metadataPrefix=oai_dc&identifier=oai%3Af… ↗
metadata API · from zivahub uct ac za
Topics
- From keywords
- Chemistry · Chemistry · Chemistry · Earth & Environmental Science · Earth & Environmental Science · Earth & Environmental Science · Immunology · Immunology · Immunology · Life Sciences · Life Sciences · Life Sciences · Medicine & Health · Medicine & Health · Medicine & Health · Microbiology · Microbiology · Microbiology
Provenance · 3 source records, 23 field assertions
| Source | Key | Last seen | Raw |
|---|---|---|---|
| ZivaHub | oai:figshare.com:article/34041701 | 5 d ago | JSON v1 |
| Deakin Research Online | oai:figshare.com:article/34041701 | 5 d ago | JSON v1 |
| DMU Figshare | oai:figshare.com:article/34041701 | 5 d ago | JSON v1 |
| Field | Assertion | Extractor | Evidence |
|---|---|---|---|
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| concepts[field].anzsrc:group:3107 | mapping · zivahub uct ac za | vocabulary-mapper@1.0.0 | keywords['Microbiology'] |
| concepts[field].anzsrc:group:3107 | mapping · figshare dmu ac uk | vocabulary-mapper@1.0.0 | keywords['Microbiology'] |
| concepts[field].anzsrc:group:3107 | mapping · dro deakin edu au | vocabulary-mapper@1.0.0 | keywords['Microbiology'] |
| concepts[field].anzsrc:group:3204 | mapping · figshare dmu ac uk | vocabulary-mapper@1.0.0 | keywords['Immunology'] |
| concepts[field].anzsrc:group:3204 | mapping · zivahub uct ac za | vocabulary-mapper@1.0.0 | keywords['Immunology'] |
| concepts[field].anzsrc:group:3204 | mapping · dro deakin edu au | vocabulary-mapper@1.0.0 | keywords['Immunology'] |
| concepts[field].local:field:chemistry | mapping · figshare dmu ac uk | connector:figshare_dmu_ac_uk@1.0.0 | |
| concepts[field].local:field:chemistry | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].local:field:chemistry | mapping · dro deakin edu au | connector:dro_deakin_edu_au@1.0.0 | |
| concepts[field].local:field:earth-environmental | mapping · dro deakin edu au | connector:dro_deakin_edu_au@1.0.0 | |
| concepts[field].local:field:earth-environmental | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].local:field:earth-environmental | mapping · figshare dmu ac uk | connector:figshare_dmu_ac_uk@1.0.0 | |
| concepts[field].local:field:life-sciences | mapping · dro deakin edu au | connector:dro_deakin_edu_au@1.0.0 | |
| concepts[field].local:field:life-sciences | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].local:field:life-sciences | mapping · figshare dmu ac uk | connector:figshare_dmu_ac_uk@1.0.0 | |
| concepts[field].local:field:medicine-health | mapping · figshare dmu ac uk | connector:figshare_dmu_ac_uk@1.0.0 | |
| concepts[field].local:field:medicine-health | mapping · dro deakin edu au | connector:dro_deakin_edu_au@1.0.0 | |
| concepts[field].local:field:medicine-health | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| description | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/description |
| license | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/rights |
| publication_date | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| title | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/title |